Solution structure of the calicheamicin γ1(I)-DNA complex

Journal of Molecular Biology

Volumn 265, Issue 2, 1997, Pages 187-201

  Kumar, R Ajay ^a   Ikemoto, Norihiro ^a   Patel, Dinshaw J ^a  

^a MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

Author keywords

Calicheamicin 1(I) DNA complex; Enediyne alignment within walls of minor groove; Intermolecular drug iodine guanine amino proton interactions; Saccharide insertion into DNA minor groove; Specificity of binding and cleavage processes

Indexed keywords

ANTINEOPLASTIC ANTIBIOTIC; CALICHEAMICIN GAMMA1; DOUBLE STRANDED DNA; IODINE; PROTON;

ARTICLE; BASE PAIRING; BINDING SITE; CALCULATION; DNA CLEAVAGE; DNA CONFORMATION; DNA DRUG COMPLEX; DNA HELIX; DRUG STRUCTURE; HYDROGEN BOND; HYDROPHOBICITY; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

EID: 0031575419     PISSN: 00222836     EISSN: None     Source Type: Journal    
DOI: 10.1006/jmbi.1996.0718     Document Type: Article

References (35)

1. Aiyar J., Hitchcock S. A., Denhart D., Liu K. K., Danishefsky S. J., Crothers D. M. On the DNA recognition role of the carbohydrate sector of calicheamicin: a comparision of DNA cleaving capacity of enantiomeric calicheamicinones. Angew. Chem. Int. Ed. Eng. 33:1994;855-858.
2. Dedon P. C., Salzberg A. A., Xu J. Exclusive production of bistranded DNA damage by calicheamicin. Biochemistry. 32:1993;3617-3622.
3. Icomplex. J. Am. Chem. Soc. 112:1990;9669-9670.
4. Ding W., Ellestad G. A. Evidence for hydrophobic interaction between calicheamicin and DNA. J. Am. Chem. Soc. 113:1991;6617-6620.
5. Idetermines its sequence specificity for DNA cleavage. Proc. Natl Acad. Sci. USA. 88:1991;7464-7468.
6. Golik J., Clardy J., Dubay G., Gronewold G., Kawaguchi H., Konishi M., Krishnan B., Ohkuma H., Saitoh K., Doyle T. W. Esperamicins, a novel class of potent antitumor antibiotics. 2. Structure of esperamicin X. J. Am. Chem. Soc. 109:1987;3461-3462.
7. I. J. Am. Chem. Soc. 114:1992;9200-9202.
8. Iwith a DNA fragment from pBR322. Proc. Natl Acad. Sci. USA. 86:1989;1105-1109.
9. Hinman L. M., Hamann P. R., Wallace R., Menendez A. T., Durr F. E., Upeslacis J. Preparation and characterisation of monoclonal antibody conjugates of the calicheamicins: a novel and potent family of antibiotics. Cancer Res. 53:1993;3336-3342.
10. Ikemoto N., Kumar R. A., Ling T. T., Ellestad G. A., Danishefsky S. J., Patel D. J. Calicheamicin-DNA complexes: Warhead alignment and saccharide recognition of the minor groove. Proc. Natl Acad. Sci. USA. 92:1995;10506-10510.
11. Krishnamurthy G., Ding W., O'Brien L., Ellestad G. A. Circular dichroism studies of calicheamicin-DNA interaction: evidence for calicheamicin induced DNA conformational change. Tetrahedron. 50:1994;1341-1349.
12. Krishnamurthy G., Brenowitz M. D., Ellestad G. A. Salt dependence of calicheamicin-DNA site-specific interactions. Biochemistry. 34:1995;1001-1010.
13. Iof DNA in nu-cleosome formed on the 5 S RNA gene ofXenopus borealis. Biochemistry. 34:1995;3899-3906.
14. 1-DNA complex. J. Mol. Biol. 265:1996;173-186.
15. I. A molecular dynamics study. Tetrahedron. 50:1994;1379-1396.
16. Lavery R., Sklenar H. The definition of generalized helicoidal parameters and axis of curvature for irregular nucleic acids. J. Biomol. Struct. Dynam. 6:1988;63-91.
17. I. J. Am. Chem. Soc. 109:1987a;3464-3466.
18. I. J. Am. Chem. Soc. 109:1987b;3466-3468.
19. Ito duplex DNA. J. Am. Chem. Soc. 116:1994;3709-3715.
20. Li Y., Salzberg A., Dedon P. C. New insights into calicheamicin-DNA interactions derived from a model nucleosome system. Bioorgan. Med. Chem. 3:1995;729-741.
21. Mah S. C., Townsend C. A., Tullius T. D. Hydroxyl radical footprinting of calicheamicin. Relationship of DNA binding to cleavage. Biochemistry. 33:1994;614-621.
22. Nicolaou K. C., Dai W. M. Chemistry and biology of enediyne antitumor antibiotics. Angew. Chem. Int. Ed. Eng. 30:1991;1387-1416.
23. Ioligosaccharide with duplex DNA. J. Am. Chem. Soc. 114:1992;7555-7557.
24. Nicolaou K. C., Smith A. L., Yue E. W. Chemistry and biology of natural and designed enediynes. Proc. Natl Acad. Sci. USA. 90:1993;5881-5888.
25. Paloma L. G., Smith J. A., Chazin W. J., Nicolaou K. C. The interaction of calicheamicin with duplex DNA: role of the oligosaccharide domain and identification of multiple binding modes. J. Am. Chem. Soc. 116:1994;3697-3708.
26. Radhakrishnan I., Patel D. J. DNA triplexes: solution structures, hydration sites, energetics, inter-actions and function. Biochemistry. 33:1994;11405-11416.
27. Sastry M., Patel D. J. Solution structure of the mithramycin dimer-DNA complex. Biochemistry. 32:1993;6588-6604.
28. Walker S., Yang D., Kahne D., Gange D. Conformational analysis of the N-O bond in the calicheamicin oligosaccharide. J. Am. Chem. Soc. 113:1991;4716-4717.
29. Iand calicheamicin T. Proc. Natl Acad. Sci. USA. 89:1992;4608-4612.
30. Walker S., Murnick J., Kahne D. Structural characterisation of a calicheamicin-DNA complex by NMR. J. Am. Chem. Soc. 115:1993;7954-7961.
31. Ibound to DNA. Tetrahedron. 50:1994;1351-1360.
32. Yu L., Salzberg A. A., Dedon P. C. New insights into calicheamicin-DNA interactions derived from a model nucleosome system. Bioorgan. Med. Chem. 3:1995;729-741.
33. I: an antitumor antibiotic that cleaves double-stranded DNA site-specifically. Science. 240:1988;1198-1201.
34. Iand DNA: molecular recognition process responsible for sequence specificity. Science. 244:1989a;697-702.
35. I. J. Am. Chem. Soc. 111:1989b;6888-6890.